1-METHYL-1-(TRIMETHYLSILYL)ALLENE
- CAS No.
- 74542-82-8
- Chemical Name:
- 1-METHYL-1-(TRIMETHYLSILYL)ALLENE
- Synonyms
- 3-(Trimethylsilyl)-1,2-butadiene;1-METHYL-1-(TRIMETHYLSILYL)ALLENE;Buta-2,3-Dien-2-Yl(Trimethyl)Silane;3-(Trimethylsilyl)-1,2-butadiene 98%;Silane, trimethyl(1-methyl-1,2-propadien-1-yl)-
- CBNumber:
- CB7184217
- Molecular Formula:
- C7H14Si
- Molecular Weight:
- 126.27
- MDL Number:
- MFCD01321223
- MOL File:
- 74542-82-8.mol
- MSDS File:
- SDS
| Boiling point | 111-112 °C(lit.) |
|---|---|
| Density | 0.759 g/mL at 25 °C(lit.) |
| refractive index |
n |
| Flash point | 19 °F |
| solubility | sol CH2Cl2, benzene, THF, Et2O, and most organic solvents. |
| FDA UNII | T7C73V8VZJ |
1-METHYL-1-(TRIMETHYLSILYL)ALLENE Chemical Properties,Uses,Production
Physical properties
bp 111 °C; bp 54–56 °C/90 mmHg
Uses
It is widely used as propargylic anion equivalents; three-carbon synthons for [3 + 2] annulations leading to five-membered compounds including cyclopentenes,4 dihydrofurans, pyrrolines, isoxazoles, furans, and azulenes.
Uses
3-(Trimethylsilyl)-1,2-butadiene may be used for the synthesis of γ-(trimethylsilyl)allylborane.
Preparation
1-methyl-1-(trialkylsilyl)allenes can be conveniently prepared by the method of Vermeer. Silylsubstituted propargyl mesylates thus undergo SN2 displacement by the organocopper reagent generated from methylmagnesium chloride, copper(I) bromide, and lithium bromide 1-Methyl-1-(trimethylsilyl)allene is produced in 52% yield from commercially available (trimethylsilyl)propargyl alcohol in this fashion (eq 1). The t-butyldimethylsilyl and triisopropylsilyl analogs are synthesized by the same method in 90% and 58% yield, respectively. Propargyl alcohols bearing these and other trialkylsilyl groups can be prepared by treatment of propargyl alcohol with n-butyllithium and the appropriate trialkylsilyl chloride. Allenylsilanes bearing other C-1 substituents can be prepared in an analogous manner by using the appropriate Grignard reagents.
1-METHYL-1-(TRIMETHYLSILYL)ALLENE Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418684 +8618949823763 | sales@tnjchem.com | China | 25356 | 58 |
| ShenZhen Trendseen Biological Technology Co.,Ltd. | 13417589054 | trendseenbio@gmail.com | China | 11681 | 58 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 021-61259108 18621169109 | market03@meryer.com | China | 40228 | 62 |
| BeiJing Hwrk Chemicals Limted | 0757-86329057 18934348241 | sales4.gd@hwrkchemical.com | China | 14063 | 55 |
| Shanghai Worldyang Chemical Co.,Ltd. | 021-021-56795766 | sales@worldyachem.com | China | 9346 | 58 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51456 | 80 |
| Suzhou Siso new material Co.,Ltd. | 0512-65402974 18550909935; | siso03@126.com | China | 1902 | 58 |
| Shanghai Qiming New Material Co. LTD | 021-36010885 13661599081 | sale@qmsilicon.com | China | 1434 | 58 |
| Zhengzhou Akem Chemical Co., Ltd | 13303867194 | 3001317055@qq.com | China | 9974 | 58 |
| ShenZhen Trendseen Biological Technology Co.,Ltd. | 13417589054 13417589054 | trendseenbio@gmail.com | China | 9470 | 58 |